Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1421358Generated: November 3, 2026

3-Quinuclidinone → (+-)-3-Quinuclidinol

https://huagongshe.com/reaction/1421358

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-QuinuclidinoneHCID 19507—
Reactant1-Azabicyclo(2.2.2)octan-3-one, hydrochloride (1:1)HCID 102019—
ReactantHCID 178418361HCID 178418361—
CatalystZirconium hydroxide (Zr(OH)4), (T-4)-HCID 84465—
Product(+-)-3-QuinuclidinolHCID 15381—

Reaction Steps

It has also been found that quinuclidin-3-one or a corresponding salt, such as, quinuclidin-3-one hydrochloride, can be reduced by means of a secondary alcohol as the hydrogen donor in the presence of amorphous, partially dehydrated zirconium hydroxide (ZrO2.xH2O) in the manner of a Meerwein-Ponndorf-Verley reduction to give a good yield of 3-hydroxyquinuclidine or the corresponding salt. If the reduction is carried out using a salt of quinuclidin-3-one, the resulting 3-hydroxyquinuclidine salt can, if desired, be converted into the free 3-hydroxyquinuclidine by addition of a strong base during the work-up of the reaction mixture.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06075145
Source datasetuspto-grants-2000_06
ORD IDord-50cb0231d2d74b2b9017d3fbca625edb
Source noteuspto-grants-2000_06